What to do in Castiglion Fiorentino

Activities, attractions and tours

A historic town with a prominent church tower, surrounded by rolling hills and vineyards.
A rural landscape with fields, trees, and mountains under a partly cloudy sky.
A panoramic view of a valley with a wooden fence in the foreground, dense green foliage, and distant hills under a clear sky.
Photo by Pigellino (Creative Commons Attribution 3.0)
A sunflower field with a town in the background.
Photo by Pigellino (Creative Commons Attribution 3.0)
A dirt path leading to a panoramic view of a valley with scattered buildings and fields.
Photo by Pigellino (Creative Commons Attribution 3.0)

Things to do

Arezzo Gran Tour

Arezzo Gran Tour

Rp242.429
per adult
Arezzo Gran Tour
Private Tasting of Organic Wines in the Cellar in Mugliano

Private Tasting of Organic Wines in the Cellar in Mugliano

Rp606.072
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

Rp404.048
per adult
Oil museum and oil mill in Tuscany: tour and tasting
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

Rp505.060
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Wine Tasting and Pinsa Lunch in Montepulciano

Wine Tasting and Pinsa Lunch in Montepulciano

Rp1.818.217
per adult
Wine Tasting and Pinsa Lunch in Montepulciano
Tasting with Private Walk in a Cellar in Tuscany

Tasting with Private Walk in a Cellar in Tuscany

Rp505.060
per adult
Tasting with Private Walk in a Cellar in Tuscany
WELCOME!

Private visit to the House of Grand Duke Leopold of Tuscany with invitation

Rp808.096
per adult
Private visit to the House of Grand Duke Leopold of Tuscany with invitation
Montepulciano: Guided Winery Tour with Tasting & Appetizers

Montepulciano: Guided Winery Tour with Tasting & Appetizers

Rp1.717.205
per adult
Montepulciano: Guided Winery Tour with Tasting & Appetizers
Cortona: Pasta and Pizza Cooking Class

Cortona: Pasta and Pizza Cooking Class

Rp2.222.265
per adult
100% of travellers recommend
Cortona: Pasta and Pizza Cooking Class
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Most fun & popular experiences in Castiglion Fiorentino

Tours & day trips

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Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

Activity duration is 45 minutes
10.0 out of 10 with 1 review
Free cancellation available
Price is Rp505.053 per adult
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History & culture

See all 33 activities
Orvieto: Old Town Guided Walking Tour

Orvieto: Old Town Guided Walking Tour

Activity duration is 1 hour and 30 minutes
Free cancellation available
Price is Rp606.063 per adult*
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Private & custom tours

See all 25 activities
Cortona: Private Guided Walking Tour with Scenic Views

Cortona: Private Guided Walking Tour with Scenic Views

Activity duration is 2 hours
10.0 out of 10 with 1 review
Free cancellation available
Price is Rp6.868.718 per traveller*
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Adventure & outdoor

See all 7 activities
Half Day E-bike tour To highlights around Cortona

Half Day E-bike tour To highlights around Cortona

Activity duration is 3 hours
Free cancellation available
Price is Rp3.777.795 per adult
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Spa & wellness

See all 3 activities
Cortona: Private Guided Walking Tour with Scenic Views

Cortona: Private Guided Walking Tour with Scenic Views

Activity duration is 2 hours
10.0 out of 10 with 1 review
Free cancellation available
Price is Rp6.868.718 per traveller*
Cortona: Private Guided Walking Tour with Scenic ViewsOpens in new tab

What to do in Castiglion Fiorentino

Stay near popular Castiglion Fiorentino attractions

Tennis Club Castiglionese

Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
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Day trip destinations from Castiglion Fiorentino

A hillside town with historic buildings, a church, and vineyards.

Cortona

A rural road flanked by trees and fields, leading to a distant village.
Photo by Pigellino (Creative Commons Attribution 3.0)

Polvano

Frequently asked questions

Is Castiglion Fiorentino worth visiting?
Renowned for its walking trails and nightlife, discovering cool things to do in Castiglion Fiorentino is a breeze. Remember to add Agricola Buccelletti Winery to your itinerary while here.
How do I spend a day in Castiglion Fiorentino?
Casali Palace and Palazzo delle Logge Vasariane are two great places to start your holiday adventures. Remember to check out the dining and shopping options in Castiglion Fiorentino while you're here too.
What is the top tourist attraction in Castiglion Fiorentino?
Agricola Buccelletti Winery is one of the top tourist attractions in Castiglion Fiorentino and deserves a place on every to-do list of the area.
Is three days enough to stay in Castiglion Fiorentino?
You can easily tick off leading sights like Agricola Buccelletti Winery, Casali Palace and Signorelli Theatre with a three-day stay in Castiglion Fiorentino. On average, many travellers book three days here. There's plenty to experience nearby too, so stay a bit longer and venture to Siena.
Is Castiglion Fiorentino a walkable city?
With popular neighbourhoods and major attractions within walking distance of the city centre, Castiglion Fiorentino is a great place to experience on foot. Enjoy wandering between Agricola Buccelletti Winery and Archaeological Museum. Then take a stroll around Podere Viti, located 2 kilometers from the centre, and Pergognano, which is roughly 2 kilometers away.
What are some activities to do in Castiglion Fiorentino with kids?
If you're looking for attractions and activities for all ages, have a look at these great ideas for what to do in Castiglion Fiorentino with kids.
What to do in Castiglion Fiorentino for adults?
Agricola Buccelletti Winery and San Luciano Winery are just a couple of the things to do in Castiglion Fiorentino. With plenty of activities available, there's something here for everyone to experience.
Are there free things to do in Castiglion Fiorentino?
One of the easiest ways to learn about free things to do in Castiglion Fiorentino is to ask a local tour guide. You'll get insider recommendations on interesting neighbourhoods, parks and other highlights you can experience without opening your wallet. Villa Bramasole is one place that doesn't charge an entrance fee.